#------------------------------------------------------------------------------ #$Date: 2013-12-28 14:58:47 +0100 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/02/2100267.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2100267 loop_ _publ_author_name 'Dave Allan, D' _publ_section_title ; The low-temperature and high-pressure crystal structures of cyclobutanol (C~4~H~7~OH) ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 449 _journal_page_last 454 _journal_volume 61 _journal_year 2005 _chemical_formula_moiety 'C4 H8 O' _chemical_formula_sum 'C4 H8 O' _chemical_formula_weight 72.10 _chemical_melting_point 220 _chemical_name_common Cyclobutanol _space_group_IT_number 41 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'A 2 -2ab' _symmetry_space_group_name_H-M 'A b a 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 16 _cell_length_a 9.3789(16) _cell_length_b 13.658(2) _cell_length_c 13.661(2) _cell_measurement_reflns_used 2278 _cell_measurement_temperature 220(2) _cell_measurement_theta_max 26 _cell_measurement_theta_min 3 _cell_volume 1749.9(5) _computing_cell_refinement BRUKER-SMART _computing_data_collection BRUKER-SMART _computing_data_reduction BRUKER-SAINT _computing_molecular_graphics BRUKER-SHELXTL _computing_publication_material BRUKER-SHELXTL _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution BRUKER-SHELXTL _diffrn_ambient_temperature 220(2) _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.987 _diffrn_measurement_device_type 'CCD-area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_sigmaI/netI 0.0388 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 4279 _diffrn_reflns_theta_full 26.35 _diffrn_reflns_theta_max 26.35 _diffrn_reflns_theta_min 2.98 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.693 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.095 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Cylinder _exptl_crystal_F_000 640 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.33 _refine_diff_density_max 0.167 _refine_diff_density_min -0.170 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -10(10) _refine_ls_extinction_coef 0.013(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_hydrogen_treatment riding _refine_ls_matrix_type full _refine_ls_number_parameters 108 _refine_ls_number_reflns 918 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.074 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0418 _refine_ls_shift/su_max 0.051 _refine_ls_shift/su_mean 0.009 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0702P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1023 _refine_ls_wR_factor_ref 0.1043 _reflns_number_gt 824 _reflns_number_total 918 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file ws5024.cif _[local]_cod_data_source_block cb220k _cod_database_code 2100267 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/2, -y+1, z+1/2' '-x+1/2, y+1, z+1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C11 0.0552(2) 0.22614(18) 0.79482(17) 0.0450(5) Uani d . 1 . . C H11 0.1480 0.2031 0.7692 0.027(5) Uiso calc R 1 . . H O1 0.06454(17) 0.23641(13) 0.89748(12) 0.0510(5) Uani d . 1 . . O H1 -0.0049 0.2682 0.9177 0.058(8) Uiso calc R 1 . . H C12 -0.0639(3) 0.16372(19) 0.75122(18) 0.0510(6) Uani d . 1 . . C H122 -0.1509 0.1619 0.7909 0.049(6) Uiso calc R 1 . . H H121 -0.0339 0.0977 0.7322 0.067(8) Uiso calc R 1 . . H C13 -0.0696(3) 0.23728(19) 0.66552(17) 0.0527(6) Uani d . 1 . . C H131 -0.0121 0.2181 0.6088 0.084(10) Uiso calc R 1 . . H H132 -0.1665 0.2556 0.6458 0.070(10) Uiso calc R 1 . . H C14 0.0032(3) 0.31213(17) 0.73273(19) 0.0516(6) Uani d . 1 . . C H141 0.0799 0.3492 0.7011 0.088(11) Uiso calc R 1 . . H H142 -0.0632 0.3558 0.7668 0.071(9) Uiso calc R 1 . . H C21 0.3225(2) 0.08035(17) 0.98968(17) 0.0447(5) Uani d . 1 . . C H21 0.4209 0.0613 1.0079 0.052(7) Uiso calc R 1 . . H O2 0.32034(15) 0.18196(10) 0.97174(12) 0.0429(4) Uani d . 1 . . O H2 0.2387 0.1988 0.9553 0.044(7) Uiso calc R 1 . . H C22 0.2203(4) 0.03520(19) 1.0629(2) 0.0633(8) Uani d . 1 . . C H221 0.1285 0.0691 1.0678 0.079(10) Uiso calc R 1 . . H H222 0.2619 0.0240 1.1278 0.102(13) Uiso calc R 1 . . H C23 0.2176(3) -0.05606(19) 0.9972(2) 0.0662(8) Uani d . 1 . . C H231 0.2861 -0.1068 1.0164 0.092(12) Uiso calc R 1 . . H H232 0.1222 -0.0838 0.9876 0.087(11) Uiso calc R 1 . . H C24 0.2680(3) 0.00845(19) 0.9134(2) 0.0619(7) Uani d . 1 . . C H241 0.1907 0.0342 0.8726 0.052(7) Uiso calc R 1 . . H H242 0.3432 -0.0211 0.8733 0.100(13) Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C11 0.0425(11) 0.0584(13) 0.0339(10) 0.0071(9) 0.0023(9) 0.0018(10) O1 0.0439(9) 0.0737(11) 0.0352(8) 0.0145(7) -0.0070(6) 0.0006(7) C12 0.0602(14) 0.0475(11) 0.0452(12) 0.0016(11) -0.0058(10) -0.0004(10) C13 0.0596(16) 0.0679(15) 0.0307(11) 0.0069(11) -0.0005(10) 0.0017(10) C14 0.0575(14) 0.0542(13) 0.0430(11) -0.0030(11) -0.0011(10) 0.0093(10) C21 0.0392(11) 0.0412(11) 0.0537(14) 0.0060(9) -0.0051(9) -0.0023(9) O2 0.0395(8) 0.0408(8) 0.0484(8) 0.0003(6) -0.0048(7) -0.0002(7) C22 0.088(2) 0.0492(13) 0.0525(15) -0.0048(13) 0.0046(13) 0.0053(11) C23 0.0778(19) 0.0397(12) 0.081(2) -0.0025(12) 0.0061(16) -0.0025(13) C24 0.0779(18) 0.0505(13) 0.0572(15) -0.0032(13) 0.0093(13) -0.0137(11) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C11 O1 . 1.412(3) ? C11 C12 . 1.526(4) ? C11 C14 . 1.529(3) ? C11 H11 . 0.9900 ? O1 H1 . 0.8300 ? C12 C13 . 1.544(3) ? C12 H122 . 0.9800 ? C12 H121 . 0.9800 ? C13 C14 . 1.534(4) ? C13 H131 . 0.9800 ? C13 H132 . 0.9800 ? C14 H141 . 0.9800 ? C14 H142 . 0.9800 ? C21 O2 . 1.409(3) ? C21 C22 . 1.517(4) ? C21 C24 . 1.520(3) ? C21 H21 . 0.9900 ? O2 H2 . 0.8300 ? C22 C23 . 1.536(4) ? C22 H221 . 0.9800 ? C22 H222 . 0.9800 ? C23 C24 . 1.520(4) ? C23 H231 . 0.9800 ? C23 H232 . 0.9800 ? C24 H241 . 0.9800 ? C24 H242 . 0.9800 ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle O1 C11 C12 119.3(2) O1 C11 C14 119.6(2) C12 C11 C14 88.81(18) O1 C11 H11 109.2 C12 C11 H11 109.2 C14 C11 H11 109.2 C11 O1 H1 109.5 C11 C12 C13 87.59(18) C11 C12 H122 114.1 C13 C12 H122 114.1 C11 C12 H121 114.1 C13 C12 H121 114.1 H122 C12 H121 111.2 C14 C13 C12 87.96(18) C14 C13 H131 114.0 C12 C13 H131 114.0 C14 C13 H132 114.0 C12 C13 H132 114.0 H131 C13 H132 111.2 C11 C14 C13 87.83(18) C11 C14 H141 114.0 C13 C14 H141 114.0 C11 C14 H142 114.0 C13 C14 H142 114.0 H141 C14 H142 111.2 O2 C21 C22 120.4(2) O2 C21 C24 120.8(2) C22 C21 C24 88.68(19) O2 C21 H21 108.4 C22 C21 H21 108.4 C24 C21 H21 108.4 C21 O2 H2 109.5 C21 C22 C23 87.4(2) C21 C22 H221 114.1 C23 C22 H221 114.1 C21 C22 H222 114.1 C23 C22 H222 114.1 H221 C22 H222 111.3 C24 C23 C22 87.98(19) C24 C23 H231 114.0 C22 C23 H231 114.0 C24 C23 H232 114.0 C22 C23 H232 114.0 H231 C23 H232 111.2 C23 C24 C21 87.9(2) C23 C24 H241 114.0 C21 C24 H241 114.0 C23 C24 H242 114.0 C21 C24 H242 114.0 H241 C24 H242 111.2 _journal_paper_doi 10.1107/S0108768105019191